Re: Where to anchor?
If you're alone and likely to stay that way I'd suggest that you could look smaller.. esp if you're looking at boats less that 10 years old. Some very liveable 32-36 footers out there and that means easier loads and handling, reduced costs on gear, maintenance and moorage in perpetuity.
Coastal cruising or daysailing to and from 'home'? Jaunts to Mexico or Florida? makes a difference as to any boat suggestions.
".. there is much you could do at sea with common sense.. and very little you could do without it.."
Capt G E Ericson (from "The Cruel Sea" by Nicholas Monsarrat)
1984 Fast/Nicholson 345 "FastForward"